Calculate the oxidation numbers for each indicated atom in norethindrone, a steroid contraceptive.

Rank the reactivity of the following anions with a general electrophile from least to most reactive.

Would amide or acetate most easily deprotonate an alcohol to make the alkoxide anion? Calculate K_eq for each possibility.

The following reaction gives two different constitutional isomers in nearly equal yields. Why doesn't this reaction produce only one product?

Identify the following alkynes as terminal (T), internal/symmetrical (IS), or internal/unsymmetrical (IU).

(a)

Identify the following alkynes as terminal (T), internal/symmetrical (IS), or internal/unsymmetrical (IU).

(c)

Identify the following alkynes as terminal (T), internal/symmetrical (IS), or internal/unsymmetrical (IU).

(f)

Draw all internal symmetrical alkynes with the molecular formula C₁₀H₁₈.

The following reaction was recently reported to have been performed electrochemically.

(a) Identify the reagent and a solvent that could have been used if this reaction was done traditionally.

(b) What safety and environmental hazards are improved or worsened when doing this reaction electrochemically?

Provide the IUPAC names for the following alkynes.

(b)

Draw the structures that correspond to the following IUPAC names.

(a) (R)-4-isopropyl-6-methylhept-2-yne

Draw the structures that correspond to the following IUPAC names.

(c) (S)-3-fluoropent-1-yne

Provide the IUPAC name for the following molecules.

(c)

Draw the structures that correspond to the following names.

(b) (3Z,8S)-8-ethyl-3-methylundec-3-en-6-yne

Draw the structures that correspond to the following names.

(c) (Z)-2-chloro-7-methyloct-2-en-4-yne

Draw the molecular orbital picture of but-2-yne.

Which of the following would be expected to give a hotter flame during combustion? Explain.

Calculate K_eq for the following acid–base reactions. Which is the best base to use to deprotonate acetylene and make the acetylide anion?

(a) HO^- + H―C ≡ C―H ⇌ ^-C ≡ C―H + H₂O

Calculate for the following acid–base reactions. Which is the best base to use to deprotonate acetylene and make the acetylide anion?

(b) H₂N^- + H―C ≡ C―H ⇌ ^-C ≡ C―H + H₃N

Calculate for the following acid–base reactions. Which is the best base to use to deprotonate acetylene and make the acetylide anion?

(c)

Using pK_a values, calculate an approximate K_eq value for the following substitution reaction.

Estimate the K_eq for the following reactions based on the stability of the anions involved.

(a)

Estimate the K_eq for the following reactions based on the stability of the anions involved.

(b)

Estimate the K_eq for the following reactions based on the stability of the anions involved.

(c)

Draw a transition state for the following substitution reaction.

Predict the product of the following acetylide alkylations.

(a)

Predict the product of the following acetylide alkylations.

(c)

Suggest reagents you might use to generate the product from the given reactant.

(a)

Suggest reagents you might use to generate the product from the given reactant.

(b)

Suggest reagents you might use to generate the product from the given reactant.

(c)